Installing Corkscrew on Mac OS X 10.5

So I wanted to get around a proxy that was really bothering me. It would not allow me to get ssh access out of the network that I am in. After talking to a mate of mine that is a big Linux head (especially Debian) I decided to look into Corkscrew.
It seems to do the trick nicely, allowing me to tunnel ssh through a HTTP Proxy.
So to install it on Mac OS X 10.5.6

Step 1. Getting the Source and Other Tools

The first thing to do is to get the source for corkscrew so that it can be complied for your platform (I had a very quick look for some binaries for OS X, but no joy).

Next you will need the gcc compiler…This is included in the XCode Tools that come with OS X 10.5 on Disk 2 and can be install from there…You only need this if you do not have gcc install already

Step 2 A. Compiling from Source

This requires you to compile the source so that you can run the application.
Run the following commands from a commandline:
1. Change to the directory where you downloaded the files
2. Untar them: tar -xf corkscrew-2.0.tar.gz
3. Change to the new directory that is created
4. Run: ./configure –host=apple (for me apple was not reconised as an OS but it still worked when i installed it)
5. In the same directory run: make then make install

CorkScrew has now been compiled for your platform (here Mac OS X) and has been installed into the default path or /usr/local/bin/corkscrew

Step 2 B. Installing via Ports

If you have Darwin Ports installed you can simply get and build the Corkscrew code by running: sudo port install corkscrew

Then you can modify the configuration for your ssh client much like Step 3, but you must point to that binary for corkscrew i.e: /opt/local/bin/corkscrew instead.

Step 3. Configuring SSH to use CorkScrew

Now that Corkscrew has been install, you must tell OpenSSH to use it. In your users home directory for ssh you must add an extra line to the .ssh config file to specify have proxy to tunnel threw and if required authentication for that proxy (a username and password)
Add the following line to the config file:
ProxyCommand /usr/local/bin/corkscrew proxy.somedomain.com 8080 %h %p “path to file with authentication”

In the file that contains your authentication details for the proxy, the format should be usrname:password

Step 4. Testing
Once you have compiled CorkScrew for Mac OS X 10.5 and have configured OpenSSH to use it and setup the authentication for the proxy if needed, you should be ready to test.
You obviously must be behind the proxy before it will work, simply run:
ssh user@someserver.com

And that should be it.It can take some time sometimes but I haven’t had any trouble with it yet and works great.